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Pickering Vacation Rentals

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Check prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Pickering vacation rentals

Iron/ironing board, free WiFi, bed sheets
Craven Garth Cottages

Cottage in Pickering

Craven Garth Cottages
3.0 star property
9.4 out of 10, Exceptional, (46)
"Really nice place,friendly landlord and very helpful"
United Kingdom
Corin
The price is P15,198
P18,237 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Craven Garth Cottages
Interior
5 Church View

Cottage in Pickering

5 Church View
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is P22,153
P26,584 total
includes taxes & fees
Jan 3 - Jan 4, 2026
5 Church View
Interior
Spire View

Cottage in Pickering

Spire View
3.0 star property
Spire View
Interior
Ghyll Cottage

Cottage in Pickering

Ghyll Cottage
3.5 star property
Ghyll Cottage
Interior
Hogwarts Cottage

Cottage in Pickering

Hogwarts Cottage
3.0 star property
8.0 out of 10, Very Good, (2)
"Only concern was parking.apart from thatvspot on"
United Kingdom
Paul
The price is P20,489
P24,587 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Hogwarts Cottage
Interior
Dovecote

Cottage in Pickering

Dovecote
2.0 star property
Dovecote
Outdoor dining
Farm Yard Cottage

Cottage in Pickering

Farm Yard Cottage
3.5 star property
Farm Yard Cottage
Fridge, dishwasher, electric kettle, toaster
Gateside

Cottage in Pickering

Gateside
3.0 star property
Gateside
Interior
Bute Cottage

Cottage in Pickering

Bute Cottage
3.0 star property
Bute Cottage
Living area
Derwent House

Cottage in Pickering

Derwent House
3.0 star property
Derwent House
Private kitchen
Ducky's

Cottage in Pickering

Ducky's
3.5 star property
The price is P25,746
P30,895 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Ducky's
Exterior
1 The Old Methodist Chapel

Cottage in Pickering

1 The Old Methodist Chapel
3.5 star property
The price is P31,879
P38,255 total
includes taxes & fees
Jan 5 - Jan 6, 2026
1 The Old Methodist Chapel
Outdoor dining
Sixpence Cottage

Cottage in Pickering

Sixpence Cottage
3.0 star property
Sixpence Cottage
Exterior
Brewers Cottage

Cottage in Pickering

Brewers Cottage
3.0 star property
The price is P23,259
P27,911 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Brewers Cottage
Property grounds
The Cottage

Cottage in Pickering

The Cottage
3.0 star property
The Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pickering Hotel Reviews

Royal Whitby

Royal Whitby

10/10 Excellent
"The room and hotel were beautiful ,at the time was going through a renovation,once it’s all complete will be absolutely lovely ,the decor was lovely and the staff and town itself were amazing "
Louise 2-night trip
Posted 6 days ago
Royal Whitby

Find out more about Pickering

Search for holiday rentals in Pickering on Expedia! You can easily find your home rentals, villas, holiday apartments in Pickering using one of the methods below:

  • View our selection of featured holiday rentals in Pickering
  • Use the map to find apartments and other holiday homes in the Pickering neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pickering while they last

Look no further and take a look at our great range of rental properties in Pickering!

Frequently asked questions

Are there vacation rentals in Pickering?

Yes, we give you a choice of vacation rentals in Pickering close to North Yorkshire Moors Railway, or you can go with a more remote option if you want a relaxing stay. Nature enthusiasts will enjoy the gardens in Pickering. Make sure you have time to check out the forests and theme park during your trip.

What's the top vacation rental in Pickering?

Fauna's Corner: You might like this vacation home rental near Pickering. It offers an indoor pool, a garden, and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a fridge and kitchenware can make your vacation run smoothly.

How many vacation rentals are there in Pickering?

Expedia has 32 vacation rentals for your stay in Pickering.

What’s there to see and do in Pickering?

Cultural attractions include Beck Isle Museum and Gillies Jones Glass, whereas Dalby Forest Visitor Centre and North Riding Forest Park are a couple of picturesque spots to enjoy the outdoors. North Yorkshire Moors Railway and Rosedale Abbey are other places to visit while you're in town.

What’s a vacation rental in Pickering like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Pickering. Vacation rentals feature extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.